1,4-anhydro-5-O-benzoyl-2-deoxy-2-<3,4-dihydro-2,4-dioxo-5-methyl-1(2H)-pyrimidinyl>-D-lyxitol

Base Information

Chemical Name:1,4-anhydro-5-O-benzoyl-2-deoxy-2-<3,4-dihydro-2,4-dioxo-5-methyl-1(2H)-pyrimidinyl>-D-lyxitol
CAS No.:160308-10-1
Molecular Formula:C₁₇H₁₈N₂O₆
Molecular Weight:346.34
Hs Code.:

Synonyms:1,4-anhydro-5-O-benzoyl-2-deoxy-2-<3,4-dihydro-2,4-dioxo-5-methyl-1(2H)-pyrimidinyl>-D-lyxitol

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Chemical Property of 1,4-anhydro-5-O-benzoyl-2-deoxy-2-<3,4-dihydro-2,4-dioxo-5-methyl-1(2H)-pyrimidinyl>-D-lyxitol

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Technology Process of 1,4-anhydro-5-O-benzoyl-2-deoxy-2-<3,4-dihydro-2,4-dioxo-5-methyl-1(2H)-pyrimidinyl>-D-lyxitol

There total 17 articles about 1,4-anhydro-5-O-benzoyl-2-deoxy-2-<3,4-dihydro-2,4-dioxo-5-methyl-1(2H)-pyrimidinyl>-D-lyxitol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

: 98-88-4
benzoyl chloride

: 149197-96-6
1,4-anhydro-2-deoxy-2-<3,4-dihydro-2,4-dioxo-5-methyl-1(2H)-pyrimidinyl>-D-lyxitol

: 160308-10-1
1,4-anhydro-5-O-benzoyl-2-deoxy-2-<3,4-dihydro-2,4-dioxo-5-methyl-1(2H)-pyrimidinyl>-D-lyxitol

Guidance literature:: With pyridine; 1.) 0 deg C, 2 h, 2.) room temperature, 12 h;
DOI:10.1080/15257779408013230

Reference yield:

: 1824-96-0,1824-97-1,3795-68-4,3795-69-5,4229-54-3,5531-18-0,7473-45-2,13039-63-9,13039-64-0,13039-65-1,13039-67-3,22416-73-5,22861-09-2,25129-51-5,52485-92-4,52689-55-1,52689-56-2,56607-40-0,72880-70-7,79083-42-4,86782-30-1,86782-31-2,89615-03-2,89673-67-6,89707-99-3,102045-32-9,135910-17-7
methyl ribofuranoside

: 160308-10-1
1,4-anhydro-5-O-benzoyl-2-deoxy-2-<3,4-dihydro-2,4-dioxo-5-methyl-1(2H)-pyrimidinyl>-D-lyxitol

Guidance literature:: Multi-step reaction with 13 steps

1: HMDS / acetonitrile

2: 1.) TMSOTf, Et₃Si / 1.) MeCN, 2.) H₂O

3: 74 percent / pyridine / 1.) -15 deg C, 5 h, 2.) room temperature, overnight

4: 95 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

5: 84 percent / NaN₃ / dimethylformamide / 3.5 h / 100 °C

6: H₂ / Pd/C / aq. ethanol / 3 h / 2068.6 Torr / Ambient temperature

7: 86 percent / dimethylformamide; toluene / 16 h / 0 deg C -> room temperature

8: 99 percent / H₂SO₄ / dioxane / 3.5 h / Heating

9: 71 percent / DMAP, Et₃N / dimethylformamide / 30 h

10: pyridine / 3.5 h / 0 °C

11: DBU / tetrahydrofuran / 3 h / Heating

12: 95 percent / aq. NaOH / aq. ethanol

13: 80 percent / pyridine / 1.) 0 deg C, 2 h, 2.) room temperature, 12 h

With pyridine; triethylsilane; dmap; sodium hydroxide; sodium azide; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1080/15257779408013230

Reference yield:

: 313484-66-1
(3R,4R,5R)-2-Methoxy-3,4-bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan

: 160308-10-1
1,4-anhydro-5-O-benzoyl-2-deoxy-2-<3,4-dihydro-2,4-dioxo-5-methyl-1(2H)-pyrimidinyl>-D-lyxitol

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) TMSOTf, Et₃Si / 1.) MeCN, 2.) H₂O

2: 74 percent / pyridine / 1.) -15 deg C, 5 h, 2.) room temperature, overnight

3: 95 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

4: 84 percent / NaN₃ / dimethylformamide / 3.5 h / 100 °C

5: H₂ / Pd/C / aq. ethanol / 3 h / 2068.6 Torr / Ambient temperature

6: 86 percent / dimethylformamide; toluene / 16 h / 0 deg C -> room temperature

7: 99 percent / H₂SO₄ / dioxane / 3.5 h / Heating

8: 71 percent / DMAP, Et₃N / dimethylformamide / 30 h

9: pyridine / 3.5 h / 0 °C

10: DBU / tetrahydrofuran / 3 h / Heating

11: 95 percent / aq. NaOH / aq. ethanol

12: 80 percent / pyridine / 1.) 0 deg C, 2 h, 2.) room temperature, 12 h

With pyridine; triethylsilane; dmap; sodium hydroxide; sodium azide; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1080/15257779408013230